115109-65-4 Usage
Uses
Used in Pharmaceutical Industry:
5-[3,5-DIMETHOXY-4-(FMOC-AMINOMETHYL)PHENOXY]PENTANOIC ACID is used as a reagent for the solid-phase peptide synthesis (SPPS) for the creation of bioactive peptides and pharmaceutical compounds. Its application in SPPS aids in the development of drugs with specific therapeutic properties, contributing to the advancement of the pharmaceutical industry.
Used in Research and Development:
In the research and development sector, 5-[3,5-DIMETHOXY-4-(FMOC-AMINOMETHYL)PHENOXY]PENTANOIC ACID is employed as a reagent for the mild solid-phase synthesis of C-terminal peptide amides. This allows researchers to explore and develop novel peptide-based compounds with potential applications in various fields, including medicine, agriculture, and biotechnology.
Used in Chemical Synthesis:
5-[3,5-DIMETHOXY-4-(FMOC-AMINOMETHYL)PHENOXY]PENTANOIC ACID is also used in chemical synthesis as a reagent for the production of C-terminal peptide amides. Its application in this field enables the synthesis of complex peptide structures with specific properties, which can be utilized in various industries, such as pharmaceuticals, cosmetics, and materials science.
Overall, 5-[3,5-DIMETHOXY-4-(FMOC-AMINOMETHYL)PHENOXY]PENTANOIC ACID is a versatile reagent with applications in various industries, primarily due to its role in the synthesis of C-terminal peptide amides. Its use in pharmaceuticals, research and development, and chemical synthesis highlights its importance in the development of novel bioactive compounds and therapeutic agents.
Check Digit Verification of cas no
The CAS Registry Mumber 115109-65-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,5,1,0 and 9 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 115109-65:
(8*1)+(7*1)+(6*5)+(5*1)+(4*0)+(3*9)+(2*6)+(1*5)=94
94 % 10 = 4
So 115109-65-4 is a valid CAS Registry Number.
InChI:InChI=1/C29H31NO7/c1-34-26-15-19(36-14-8-7-13-28(31)32)16-27(35-2)24(26)17-30-29(33)37-18-25-22-11-5-3-9-20(22)21-10-4-6-12-23(21)25/h3-6,9-12,15-16,25H,7-8,13-14,17-18H2,1-2H3,(H,30,33)(H,31,32)
115109-65-4Relevant articles and documents
Preparation and application of the 5-(4-(9-fluorenylmethyloxycarbonyl) aminomethyl-3,5-dimethoxyphenoxy)-valeric acid (PAL) handle for the solid-phase synthesis of C-terminal peptide amides under mild conditions1-3
Albericio,Kneib-Cordonier,Biancalana,Gera,Masada,Hudson,Barany
, p. 3730 - 3743 (2007/10/02)
The acid-labile 5-(4-(9-fluorenylmethyloxycarbonyl) aminomethyl-3,5-dimethoxyphenoxy)valeric acid (PAL) handle 1 is described for the solid-phase synthesis of C-terminal peptide amides. The pure para isomer of 1 was prepared by each of two efficient five-step routes, in overall yields from 52% to 74%. The handle 1 was coupled onto a variety of amino group-containing supports to provide a general starting point for stepwise assembly of peptide chains according to a wide range of chemistries. In particular, protocols based on the base-labile N(α)-9-fluorenylmethyloxycarbonyl (Fmoc) group worked well with PAL handle 1. For small model peptides, final cleavage of tert-butyl side-chain protecting groups and of the anchoring linkage proceeded smoothly in trifluroacetic acid-dichloromethane-dimethyl sulfide (14:5:1) (reagent A) at 25 °C for 2 h. For cleavage of complex peptides that contain several sensitive side-chain functionalities, or that include arginine residues blocked with the 4-methoxy-2,3,6-trimethylphenylsulfonyl (Mtr) or 2,2,5,7,8-pentamethylchroman-6-ylsulfonyl (Pmc) groups, a mixture of trifluoroacetic acid-thioanisole-1,2-ethanedithiol-anisole (90:5:3:2) (reagent R), applied for 2-8 h at 25 °C, was preferred. A side reaction involving alkylation at tryptophan was elucidated, and conditions were developed to minimize its occurrence. The methodology was demonstrated by syntheses of over a hundred peptides, among which acyl carrier protein (65-74) amide (natural and retro sequences), luteinizing hormone-releasing hormone, adipokinetic hormone, PHI porcine fragment (18-27), and human gastrin-I are highlighted in this report. In comparative studies, the yields and purities of peptide amides prepared with PAL were shown to be equivalent or superior to those found for products prepared by alternative procedures from the recent literature.
